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Re:America's Growth Ponzi Scheme by mrep on Monday May 18, 2020 @11:12AM (#23223321)
The company buying back their stock had to buy it from someone though and that person who sold it is going to pay a tax on any gains from that sale.
Re:America's Growth Ponzi Scheme by mikestew on Monday May 18, 2020 @11:22AM (#23223458)
I bought way too high, so when I sell my AcmeCo stock back to AcmeCo, I’ll get a tax refund!

If you want to tax profits, then tax profits. If you want to have cheesy loophole tax avoidance, stock buy-backs might be more your style.